Q.74. - Organic Chemistry

Question

Question: Draw a stepwise mechanism for the following reaction.

Step-by-Step Solution

Answer

 Answer

Step 1: Oxidization

$\mathit{C}\mathit{r}{\mathit{O}}_{\mathbf{3}}$  is a strong oxidizing agent. It also acts as a catalyst in the presence of a strong acid such as sulfuric acid.

Step 2: Proton abstraction

The electron-rich oxygen donates its electrons to the acidic hydrogen present in $H_{2}S{O}_4$  and abstracts it making a $\left(H_2{O}^{+}\right)$ .

Step 3: Stepwise mechanism

The oxygen atom first donates its electrons to the acidic hydrogen present in $H_{2}S{O}_4$ . The double bond undergoes rearrangement as the ${\left(H_{2}O\right)}^{+}$  ion leaves. A ketonic center is formed by the action of $HS{O_4}^{-}$ .